PUBLICATIONS
Accessing Sulfonamides via Formal SO2 Insertion into C-N Bonds
Kim, M.; Obertone, C.E.; Kelly, C.B.; Reiher, C.A.; Grosanu, C.; Robertson, J.C.; Levin, M.D.
Submitted. Preprint Available.
Redox-Tunable Ring Expansion Enabled By A Single-Component Electrophilic Nitrogen Atom Synthon
Kelly, P.Q.; Keramati, N.R.; Kaplin, K.R.; Lynch-Colameta, T.; Phelan J.P.; Levin, M.D.
Angew. Chem. Int. Ed., Accepted.
Evidence for Dearomatizing Spirocyclization and Dynamic Effects in the Quasi-Stereospecific Nitrogen Deletion of Tetrahydroisoquinolines
Masson-Makdissi, J.; Lalisse, R.F.; Yuan, M.; Dherange, B.D.; Gutierrez, O.; Levin, M.D.
J. Am. Chem. Soc. 2024, 146(26), 17719-17727.
N-(Benzyloxy)-N-(pivaloyloxy)-4-(trifluoromethyl)-benzamide.
Driscoll, J.L.; Levin, M.D.
in Encyclopedia of Reagents for Organic Synthesis, 2024.
Retrosynthetic Simplicity
Levin, M.D.
Synlett, 2024, 35(13), 1471-1474.
Carbon-to-nitrogen single-atom transmutation of azaarenes
Woo, J.; Stein, C.; Christian, A.H.; Levin, M.D.
Aromatic Nitrogen Scanning by Ipso-Selective Nitrene Internalization
Pearson, T.J.; Shimazumi, R.; Driscoll, J.L.; Dherange, B.D.; Park, D.; Levin, M.D.
Science 2023, 381(6665), 1474-1479.
A Focus on 1-Azahomocubane: the New Kid on the Block
Elgindy, C.; Levin, M.D.
Chem. Sci. 2023, 14, 7608 – 7610.
Core-Labeling (Radio)Synthesis of Phenols
Lynch, C.F.; Downey,J.W.; Zhang, Y.; Hooker, J.M.; Levin, M.D.
Org. Lett. 2023, 25(9), 7230 – 7235.
N-(Benzyloxy)-N-(pivaloyloxy)-4-(trifluoromethyl)-benzamide
Berger, K.J.; Dherange, B.D.; Morales, M.; Driscoll, J.L. Tarhan, A.K.; Levin, M.D.
Direct Deaminative Functionalization
Dherange,B.D.; Yuan,M.; Kelly, C.B.; Reiher, C.A.; Grosanu, C.; Berger,K.J.; Gutierrez, O.; Levin, M.D.
J. Am. Chem. Soc. 2023, 145(1), 17-24.
C−C Coupling through Nitrogen Deletion: Application to Library Synthesis
Holovach,S.; Melnykov, K.P.; Poroshyn, I.; Iminov, R.T.; Dudenko, D. Kondratov, I.; Levin, M.D.; Grygorenko, O.O.
Chem. Eur. J. 2023, 29(4), e202203470.
Unified Access to Pyrimidines and Quinazolines Enabled by N-N Cleaving Carbon Atom Insertion
Hyland, E.E.; Kelly, P.Q.; McKillop, A.M.; Dherange, B.D.; Levin, M.D.
J. Am. Chem. Soc. 2022, 144(42), 19258–19264
A Synthetic Cycle for Heteroarene Synthesis by Nitride Insertion
Kelly, P.Q.; Filatov, A.S.; Levin, M.D.
Angew. Chem. Int. Ed. 2022, 61(46), e202213041.
Scaffold Hopping by Net Photochemical Carbon Deletion of Azaarenes
Woo, J.; Christian, A.H.; Burgess, S.A.; Jiang, Y.; Mansoor, U.F.; Levin, M.D.
Science, 2022, 376(6593), 527-532.
Single-Atom Logic for Heterocycle Editing
Jurczyk, J.; Woo, J.; Kim, S.F.; Dherange, B.D.; Sarpong, R.; Levin, M.D.
Direct Deamination of Primary Amines via Isodiazene Intermediates
Berger, K.J.; Driscoll, J.L.; Yuan, M.; Dherange, B.D.; Gutierrez, O.; Levin, M.D.
J. Am. Chem. Soc. 2021, 143(42), 17366–17373.
Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines
Dherange, B.D.; Kelly, P.Q.; Liles, J.P.; Sigman, M.S.; Levin, M.D.
J. Am. Chem. Soc. 2021, 143(30), 11337-11344
Skeletal Editing Through Direct Nitrogen Deletion of Secondary Amines
Kennedy, S.H.; Dherange, B.D.; Berger, K.J. Levin, M.D.
Reframing Primary Alkyl Amines as Aliphatic Building Blocks
Berger, K.J; Levin, M.D.
Prior to Chicago
Levin, M.D.; Ovian, J.M.; Read, J.A.; Sigman, M.S.; Jacobsen, E.N. Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides.
J. Am. Chem. Soc. 2020, 142 (35), 14831.
Huang, B.; He, Y.; Levin, M.D.; Coelho, J.A.S.; Bergman, R.G.; Toste, F.D. Enantioselective Kinetic Resolution/Desymmetrization of Para-Quinols: A Case Study in Boronic-Acid-Directed Phosphoric Acid Catalysis.
Adv. Synth. Catal. 2020, 362 (2), 295.
(Eric Jacobsen 60th Birthday Special Issue)
Levin, M.D.; O’Neil, J.P.; Toste, F.D. Au(III) Complexes for [18F] Trifluoromethylation and Method for Preparation of the Same.
US 2018/033677, filed 21 May 2018.
Levin, M.D.; Chen, T.Q.; Neubig, M.; Theulier, C.A.; Hong, C.M.; O’Neil, J. P.; Toste, F.D. A Catalytic Fluoride-Rebound Mechanism for C(sp3)-CF3 Bond Formation.
Science 2017, 356 (6344), 1272.
Levin, M.D.*; Kaphan, D.M.*; Hong, C.M.; Bergman, R.G.; Raymond, K.N.; Toste, F.D. Scope and Mechanism of Cooperativity at the Intersection of Organometallic and Supramolecular Catalysis.
J. Am. Chem. Soc. 2016, 138 (30), 9682.
Levin, M.D.; Kim, S.; Toste, F.D. Photoredox Catalysis Unlocks Single-Electron Elementary Steps in Transition Metal Catalyzed Cross-Coupling. (Review)
ACS Cent. Sci., 2016, 2 (5), 293.
Kaphan, D.M.*; Levin, M.D.*; Bergman, R.G.; Raymond, K.N.; Toste, F.D. A Supramolecular Microenvironment Strategy for Transition Metal Catalysis.
Science 2015, 350 (6265), 1235.
Levin, M.D.; Toste, F.D. Gold-Catalyzed Allylation of Aryl Boronic Acids: Accessing Cross-Coupling Reactivity with Gold.
Angew. Chem. Int. Ed. 2014, 53, 6211
Spencer, W.T., III; Levin, M.D.; Frontier, A.J. Oxidation-Initiated Nazarov Cyclization of Vinyl Alkoxyallenes.